Rick Cunningham
Executive Chairman of the Board

About Rick

With over 30 years of diverse experience in business management, marketing, and sales within the construction industry, Rick’s professional journey embodies a fusion of knowledge and expertise. A University of Arizona alumnus, Rick transitioned into the roofing sector after notable stints in advertising and industrial food commodities sales.

For 17 years, he steered the helm as a general manager for a significant commercial and residential roofing contracting company in Southern California. Following this, Rick assumed the role of president at a real estate development firm, contributing four years to constructing custom homes in Orange County, California, before joining the Highland Commercial Roofing team in 2005.

Under Rick’s leadership, Highland’s trajectory transformed from a local contractor into a regional powerhouse in commercial roofing across the western United States. Managing six offices spanning seven western states, Rick orchestrated day-to-day operations, spearheaded sales strategies, and shaped the long-term vision of the company through astute marketing and strategic planning.

As the newly appointed Executive Chairman of the Board, Rick assumes critical responsibilities in steering the company’s vision and long-term strategy. His role extends to guiding and shaping the company’s overarching direction. Moreover, he plays an integral part in the acquisition team, contributing his expertise to the company’s growth and expansion efforts.

An active member of the Institute of Roofing, Waterproofing, and Building Envelope Professionals, as well as the US Green Building Council, Rick’s commitment to industry excellence and sustainability underscores his leadership ethos.

Meet More of the Highland Team